Digital integration and the emergence of new technologies such as artificial intelligence (AI) are providing new tools for insurgents to use in spreading their propaganda through violent extremism. The Association of Southeast Asian Nations (ASEAN) has come to represent a conduit for insurgents in planning and carrying out their extreme agendas. This article provides a deeper understanding of the double-edged sword effect of AI in relation to violent extremism in the ASEAN context. It reveals that, even though AI has been very important in countering violent extremism, it has simultaneously facilitated terrorists in spreading their propaganda in more innovative and covert ways. The legal framework governing AI is still in its infancy and challenges such as the doubleedged sword effect in the use of the technology require specific guidelines or legislation for use in effective governance.